Courtesy: Fulton Grace Realty
773-698-6648
Fully Renovated Greystone in a rapidly appreciating neighborhood offering immediate income and long-term upside. This turnkey multi-unit property generates over $5,000 per month from two occupied units, while the vacant garden unit creates an ideal owner-occupant or value-add opportunity. Situated on desirable Sacramento Boulevard near historic Douglas Park, the building features renovated units with hardwood floors, updated kitchens and baths, in-unit laundry, and modern finishes throughout. A 2-car garage adds convenience and additional rental appeal. The vacant garden unit offers 3 bedrooms and 1 bathroom. The second-floor 3 bed / 2 bath unit rents for $2,300 per month, and the top-floor 4 bed / 2 bath unit generates $2,750 per month. A rare opportunity to own a fully renovated, income-producing Greystone in a high-growth Chicago neighborhood. Live in one unit or lease all three while benefiting from strong cash flow, equity growth, and continued area revitalization.
Courtesy: Realty of America, LLC
708-788-1900
Excellent opportunity to own a solid two-flat in the heart of Brighton Park! Each unit features 3 bedrooms, separate living and dining rooms, and functional layouts that offer comfortable living and great rental potential. The finished basement provides additional living space with 2 bedrooms, a kitchen, and flexible-use areas, making it ideal for extended living arrangements. Whether you're an owner-occupant looking to generate rental income or an investor seeking a multi-unit property in a desirable location, this property offers plenty of possibilities. Conveniently located near schools, parks, shopping, restaurants, public transportation, and major expressways. Don't miss your chance to tour this versatile Brighton Park property and see its potential for yourself!
Courtesy: Chicago Sweet Homes Realty Inc
773-719-7100
Humboldt Park Vintage Two-flat brick Victorian building with additional living space in full finished basement. . This corner property gets lots of natural light. 10-ft ceilings on first floor. Hardwood floors throughout . Original vintage woodwork and original fireplace . Live in unit & rent to help with mortgage or convert to huge single family home. Selling as-is. Zoning Rs-3.
Courtesy: Blue Door Dave Inc
312-344-1487
Investors, come check this out for your next project! Brick 2 unit - 8 beds/4 baths. It's already been fully gutted and brand new framing all throughout property with joists etc. Comes with full architectural plans and permits approved by the city!
Courtesy: eXp Realty
888-574-9405
Fantastic opportunity to own a 3-unit building in the heart of North Lawndale! Whether you're an investor looking to maximize rental income or an owner-occupant seeking additional income potential, this property offers incredible flexibility and long-term value. Unit 1 features 2 bedrooms and 1 bathroom, while Units 2 and 3 each offer spacious 3-bedroom, 1-bath layouts with bright living spaces and functional floor plans. The property also includes a convenient coin-operated laundry area, a 2-car parking slab in the rear, and one unit is currently vacant, allowing the new owner to set market rents immediately or move right in. The other two units are tenant-occupied, providing immediate rental income. Conveniently located near schools, parks, shopping, restaurants, public transportation, and major expressways, this is an excellent opportunity to add a turnkey multi-unit property to your portfolio.
Courtesy: Fulton Grace Realty
773-698-6648
Gorgeous NEW Construction 3-unit in prime Woodlawn Location, with 2 of the 3 units already rented. Built by an experienced local builder and includes a 1-year developer's warranty. Contemporary & Modern design with the perfect blend of city living and convenience. Each unit has a spacious, open-concept layout and condo-quality features, such as 42" cabinets, stainless steel appliances, recessed lighting, and in-unit laundry. Each unit is a large 3 bed/ 2 bath, with a luxury master bathroom at the rear and extra build-out storage closets. Located in the vibrant Woodlawn neighborhood, on the border wih Washington Park, this property offers unbeatable convenience, 2-minute walk to CTA line and easy access to Washington Park, Jackson Park, the lakefront, beaches, and the harbor. The highly anticipated Obama Presidential Center will further enhance this thriving community, already known for its unique dining, coffee shops, and nearby grocery stores. Prime investment opportunity, positioned for cash flow, appreciation, and creating generational wealth in one of Chicago's most exciting neighborhoods. Can arrange property management for any out-of-state buyers.
Courtesy: HomeSmart Connect
847-495-5000
Well-maintained brick two-flat featuring two spacious 2-bedroom, 1-bath units with hardwood floors, crown molding, ceiling fans, updated kitchen cabinets, stainless steel appliances, and a newer boiler (2023). The finished basement offers two additional bedrooms, a full bathroom, a summer kitchen, and separate exterior entrances, providing excellent flexibility for extended family or additional living space. Each unit includes an enclosed back foyer, providing additional living or storage space. Perfect for an investor seeking strong rental potential or an owner-occupant looking to live in one unit while generating income from the other. The owner occupies the first-floor unit, while the second-floor unit is rented to a month-to-month tenant who would like to stay. Situated on an oversized 30' x 125' lot and conveniently located near shopping, restaurants, parks, schools, CTA, Metra, I-90/94, O'Hare, and Downtown Chicago. A solid investment with flexibility and long-term value. Some interior photos were taken prior to the current tenant's occupancy.
Courtesy: Coldwell Banker Realty
773-631-8300
Great investment opportunity featuring four total units across two separate buildings, including a front building and a separate rear building. Each unit offers 2 bedrooms and 1 full bathroom, providing a consistent and functional layout throughout the property. All utilities are separately metered. The first floor unit in the rear building features a new furnace, hot water heater, and central air conditioning unit. The property also includes a 2 car garage. All units are currently occupied by month to month tenants, offering flexibility for the next owner. An excellent opportunity for an investor looking to add a multi building property to their portfolio.
Courtesy: eXp Realty
888-574-9405
Welcome to this beautifully renovated 2-unit building in the sought-after Austin neighborhood! Offering a total of 7 bedrooms, 3 bathrooms, a fully finished basement, and central air conditioning, this turnkey property is an exceptional opportunity for both owner-occupants and investors. The first-floor unit features a bright and spacious living room, a separate dining room, and a stunning newly renovated kitchen with white shaker cabinets, elegant quartz countertops, and stainless steel appliances. This unit also includes three bedrooms. The second-floor unit offers a similar inviting layout with a spacious living room, formal dining room, beautifully updated kitchen, two bedrooms, a full bathroom, and the added convenience of its own dedicated mechanical room. The recently finished basement provides excellent additional living space or income potential with two bedrooms, a full bathroom, kitchen and living area. Recent upgrades include beautiful hardwood floors throughout, new A/C condensers, a new sump pump, three separate electrical meters and an updated garage equipped with a Wi-Fi-enabled garage door opener. Conveniently located near shopping, restaurants, parks, schools, and public transportation, this move-in-ready property offers the perfect combination of modern updates, versatility, and strong income potential. Whether you're looking to live in one unit while generating rental income or expand your investment portfolio, this is an opportunity you won't want to miss. Schedule your private showing today!
Courtesy: Better Homes & Gardens Real Estate
708-859-0909
Welcome to this spacious 3 unit property, in the very desirable Brighton Park neighborhood, perfect for investors or those seeking a multi generational living unit. The 3rd Unit has 3 bedrooms and an additional attic space for those interested in related living. Nice relaxing fenced in yard perfect for entertaining along with a spacious 2 car garage. This property is close to Expressways, shopping and entertainment.
Courtesy: Keller Williams ONEChicago
312-216-2422
Exceptional opportunity to own one of Lincoln Square's most charming and architecturally significant greystones on one of the neighborhood's most picturesque, tree lined blocks. Beautifully maintained and thoughtfully updated over the years, this timeless two flat with an additional garden apartment showcases true pride of ownership while offering remarkable flexibility for investors, owner occupants, or those seeking the perfect house hacking opportunity in one of Chicago's most coveted neighborhoods. The first floor residence offers two spacious bedrooms and a beautifully renovated bathroom, complemented by an expansive floor plan featuring a gracious living room, sun filled den, formal dining room, and an updated eat in kitchen. Rich original oak hardwood floors, intricate millwork, and a stunning built in hutch have been meticulously preserved, highlighting the home's historic character. The renovated kitchen opens to a private rear porch, an ideal setting for morning coffee, al fresco dining, or entertaining guests. Generous storage can be found throughout the home. The second floor residence features three bedrooms, one updated bathroom, and a dedicated office just off the kitchen, perfect for today's work from home lifestyle. The spacious living room is flooded with beautiful southern sunlight, while the oversized formal dining room provides an inviting space for family gatherings and entertaining. The bright and welcoming garden apartment offers a well designed one bedroom, one bathroom layout with abundant natural light, creating an attractive option for additional rental income, extended family, or guest accommodations. The building has been exceptionally cared for, reflecting decades of thoughtful stewardship and meticulous maintenance. Additional storage and a shared laundry area are conveniently located in the basement. Outside, the professionally designed Zen inspired rear garden creates a peaceful urban retreat. The full masonry three car garage is crowned by an impressive finished rooftop deck, an extraordinary outdoor living space rarely found in the city. The location is simply unmatched. Just one block from the vibrant heart of Lincoln Square, you'll enjoy effortless access to beloved neighborhood restaurants, cozy cafes, boutique shopping, neighborhood taverns, parks, the CTA Brown Line, the Lincoln Square Farmers Market, the Chicago Riverwalk trail system and the year round concerts, festivals, and community events that make this one of Chicago's most treasured neighborhoods. Whether you're looking for a trophy investment, a multi generational home, or an owner occupied property with substantial income potential, this exceptional greystone offers timeless architecture, impeccable condition, enduring value, and outstanding future upside in one of Chicago's strongest and most sought after residential markets.
Courtesy: Redfin Corporation
312-836-4263
Take advantage of this outstanding opportunity to own a well-maintained 3-unit investment property in the heart of Chicago's thriving South Side. Ideally located near the Obama Presidential Center and surrounded by significant neighborhood revitalization, this property offers excellent income potential with room for growth. The building features three spacious units, each offering 3 bedrooms and 1 full bathroom, for a total of 9 bedrooms and 3 bathrooms. Thoughtful modern updates, including contemporary finishes and stainless steel appliances, enhance the appeal of the living spaces. Units 1 and 2 are currently tenant-occupied, providing immediate rental income, while Unit 3 is vacant, offering the flexibility to lease at current market rents or occupy the unit yourself. Additional amenities include rear exterior parking for added tenant convenience. Residents will appreciate the close proximity to Jackson Park, Lake Michigan, shopping, dining, schools, and everyday conveniences. Easy access to CTA bus routes, Metra, and major roadways makes commuting throughout the city simple and convenient. Whether you're expanding your investment portfolio or searching for a multi-unit property with immediate income and future upside, this is an opportunity you don't want to miss.
Courtesy: Compass
312-733-7201
Incredible Investment & Development Opportunity in the Heart of Old Town! Maximize your portfolio with this rare multi-unit property and double-lot package in one of Chicago's premier, high-demand neighborhoods. This turnkey investment features a beautifully and recently renovated, all-brick 4-flat paired with two adjacent lots, delivering immediate strong cash flow alongside massive future development potential. The Building: Fully Leased & Turn key-Condo-Quality Units: Four pristine, high-end apartments generating $16,000 in monthly rental income. Layout Distribution: Three spacious 2-bedroom, 2-bathroom units, and one expansive 5-bedroom, 5-bathroom ground-level unit (currently optimized as premium office space). Total Capacity: 11 bedrooms and 11 bathrooms across the entire building. Modern Upgrades: Complete peace of mind with newer electrical, plumbing, HVAC systems, and dedicated laundry facilities. The Land & Parking: Unmatched Added Value Double Lot Included: The purchase price includes two adjacent parcels, each measuring approximately 25' x 102'. Premium Parking Income: Currently configured as a private parking lot equipped with 12 parking spaces and 2 EV charging stations. Development Upside: Exceptional raw land footprint perfect for future expansion, a luxury single-family home, or a new multi-family development project in a historic, land-scarce location. Whether you choose to collect premium rents from the fully occupied building and parking lot, or break ground on a luxury development, this Old Town package offers an unmatched combination of stability and upside.
Courtesy: Keller Williams ONEChicago
312-216-2422
Beautifully maintained Greystone 2-flat featuring finished garden level unit, offering timeless vintage charm and exceptional updates. Original moldings, built-in hutches, and fireplace mantels have been beautifully preserved. Spacious units feature good sized kitchens and baths, with offices in both main units. The garden apartment (non confirming) includes 1 bedroom plus a bonus room. Oversized lot with plenty of room, a landscaped yard, paver patio, gazebo, and a 2-car garage. Excellent long-term tenants and extensive recent improvements, including a new boiler (2026), water service (2026), garage roof and gutters (2026), backyard staircase (2026), water heaters (2025), and tear-off roof (2016). Fantastic location near the CTA Brown Line, Wrigley Field, Southport Corridor, and North Center. This is a rare investment opportunity in a highly desirable neighborhood. ***Owner is a licensed illinois real estate broker***
Courtesy: Keller Williams ONEChicago
312-216-2422
This legal 2-flat with a non-conforming garden unit sits on a generous 37-foot-wide lot with garage parking in one of Chicago's most in-demand Northwest Side neighborhoods. Portage Park delivers everything income-focused buyers look for: easy access to CTA bus and nearby Metra service, walkable proximity to grocery stores and everyday retail, and several neighborhood parks within blocks - the kind of location that keeps rental demand steady and turnover low. The investment case is compelling: strong in-place cash flow with a clear, well-supported path to 7% cap rate. Numbers are available upon request for serious inquiries. Whether you're expanding a multi-family portfolio or acquiring your first Chicago 2-flat, this is a rare combination of solid bones, prime location, and real upside. Schedule your showing today.
Courtesy: Century 21 NuVision Real Estate
773-229-9006
Excellent investment opportunity in Chicago with great cash-flow potential! This 2-unit residential building offers spacious living areas and additional finished space throughout. Both main units feature central heat. The first-floor owners apartment offers 2 bedrooms, 1 bathroom, and an additional room in the enclosed porch that is ideal for storage. The second-floor apartment features 3 bedrooms, 1 bathroom, and an additional enclosed porch room for extra storage. The finished attic offers 1 bedroom, 1 bathroom, a storage room, and two separate entrances. The finished basement provides 2 bedrooms, 1 bathroom, and two separate entrances. The roof was a complete tear-off approximately five years ago and included new plywood. The wide-open rear yard provides plenty of space for off-street parking or outdoor entertaining. A great opportunity for an owner-occupant or investor looking for a property with multiple living areas and strong income potential. Schedule your showing today! AI used just to remove the personal belongins and show the space. Property sold as-is.
Courtesy: Midland Realty Group
773-637-0100
DOUBLE LOT, UPDATED BRICK 2 FLAT WITH GARDEN APARTMENT IN EDISON PARK. 4,300 SQ FT- TRUE CONDO VIBE W/ CENTRAL AIR/HEAT AND WASHER/DRYER IN EACH UNIT! FIRST FLOOR AND GARDEN APARTMENT COMPLETE REDONE, FRESH INVITING PREMIUM FINISHES. QUARTZ TOPS, MARBLE BATHROOMS. GARDEN APARTMENT IS BRIGHT AND OPEN. CLIMATE CONTROLLED PORCH, 2 CAR GARAGE, MASSIVE DOUBLE DRIVEWAY, GREAT SIZE YARD. WALKING DISTANCE TO BLUE LINE, METRA, OLYMPIA PARK AND TOP RATED SCHOOLS.
Courtesy: Exit Infinity Realty
312-834-4383
Handyman's Special! Massive Potential at 5042 W Superior St.Calling all contractors, rehabbers, and DIY enthusiasts! This 2,520 sq ft, 2-story multi-family property built in 1918 is looking for its next chapter. The building needs updating inside and out, offering a total blank slate to renovate exactly to your taste or market demands. Solid footprint, featuring an unfinished basement for extra storage or potential expansion, and detached garage parking. Property is sold as-is, where-is. Perfect for an investor looking for their next winter project or an owner willing to put in the sweat equity. Bring your creative vision and design ideas-opportunity knocks! Buyers to do their due diligence regarding zoning compliance and unit counts.
Courtesy: Solaris Enterprises Inc
773-235-2161
Outstanding investment opportunity! This legal 3-unit building offers 8 total bedrooms and 3 full bathrooms, making it an excellent addition to any investment portfolio or the perfect opportunity for an owner-occupant. Live in one unit while generating rental income from the others, or maximize your returns by leasing all three units. Featuring functional floor plans, excellent income potential, and a desirable location near schools, parks, shopping, public transportation, and major expressways.
Courtesy: Keller Williams ONEChicago
312-216-2422
Well-maintained legal 4-unit in the heart of Historic Bronzeville, offering strong in-place cash flow with clear value-add upside. The building features an ideal mix of a spacious 3BR/1BA, a large 4BR/2BA, and two comfortable 1BR/1BA units. Several offer updated kitchens and baths showcasing quartz counters, stainless steel appliances, and hardwood/vinyl flooring, plus in-unit laundry in both larger units. Currently fully occupied, offering dependable in-place cash flow with room to grow rents over time. Ideal for an investor seeking steady returns or a house-hacker looking to live in one unit. Major systems are well maintained, including a main sewer line replaced in 2025, west-facing windows replaced in 2021, and multiple furnaces replaced in 2024. Added value comes from a coin-op laundry room, large unfinished basement with expansion potential, rear deck, and 2 off-street parking spots. Bronzeville's continued development drives appreciation and rent growth, with an unbeatable location minutes from Rate Field (home of the White Sox), Lake Shore Drive, IIT, Mariano's, and CTA transit. A turnkey investment built for buyers who lead with the numbers.
Courtesy: Habloft LLC
773-234-3452
Discover this solid, well-maintained Greystone 3-flat in East Garfield Park, just minutes from the Medical District and a straight shot to downtown Chicago. Since acquiring the property, the current owner has refreshed the interior with new paint, updates throughout, and a brand-new furnace on the first floor. A full walkout basement adds flexibility for storage, additional living space, or future expansion. Tenants pay their own utilities except for water, which is covered by the owner. Whether you're a first-time buyer looking to house hack or an investor seeking a turn-key opportunity, this property delivers value and versatility. Enjoy proximity to public transportation, major expressways, and neighborhood amenities, with the added benefit of being in a rapidly developing area. Schedule your showing today to see why this is one of the best buys in the neighborhood.
Courtesy: Coldwell Banker Realty
773-631-8300
Solid brick 2-unit building in the Brighton Park area offering a great opportunity for an owner occupant or investor. Each unit features 2 bedrooms and 1 bathroom with comfortable living room space, eat-in kitchen layouts, and functional floor plans. The first-floor unit includes a living room, eat-in kitchen, 2 bedrooms, full bathroom, and access to an enclosed rear porch. The second-floor unit offers a similar layout with a spacious living area, eat-in kitchen, 2 bedrooms, and full bathroom. Additional attic space provides a bedroom, half bathroom, utility/storage area, and flexible use space. The property also features a fenced backyard and a detached 2-car garage. Convenient location near parks, schools, shopping, public transportation, and major roadways. Sold AS-IS
Courtesy: Coldwell Banker Realty
773-451-1200
Experience elevated living and exceptional investment potential with this stunning new-construction three-unit property in the heart of Woodlawn. Thoughtfully designed to deliver both modern luxury and lasting value, this turnkey building presents an outstanding opportunity for investors and owner-occupants alike. The first and second-floor residences each offer spacious three-bedroom, two-bathroom layouts with open-concept living spaces, beautiful white oak hardwood floors, and an abundance of natural light. The garden-level unit features two bedrooms and one bathroom, providing excellent flexibility for additional rental income, multigenerational living, or an owner-occupied investment strategy. Every chef-inspired kitchen is designed to impress, featuring a dramatic 7-foot waterfall-edge island, a 36-inch undermount stainless steel sink, 42-inch shaker-style cabinetry, stainless steel appliances, and elegant Calacatta quartz countertops-creating the perfect space for everyday living and effortless entertaining. The spa-inspired bathrooms offer sleek, contemporary vanities and glass-enclosed showers, providing a relaxing retreat in every residence. Built with quality and efficiency in mind, the property is equipped with a robust 600-amp electrical service and a high-efficiency 50-gallon water heater to support today's modern lifestyle. Durable Hardie siding wraps the entire exterior, enhancing both curb appeal and long-term durability. A professionally installed drain tile system and sump pump provide added protection for the foundation and peace of mind year-round. Ideally situated just minutes from the University of Chicago, the Obama Presidential Center, Woodlawn Central-an exciting 8.5-acre mixed-use development near the 63rd Street Metra station-lakefront parks and trails, and major public transportation, this property is perfectly positioned in one of Chicago's most dynamic and rapidly growing neighborhoods. Eligible buyers may also benefit from valuable down payment assistance programs, including up to $20,000 through the University of Chicago Employer-Assisted Housing Program and up to **$20,000** through the Cook County Land Bank program. These programs are available on a first-come, first-served basis and are subject to funding availability. Whether you're looking to build long-term wealth through rental income or enjoy luxury living while offsetting your mortgage, this exceptional new-construction property offers the best of both worlds.
Courtesy: Fulton Grace Realty
773-698-6648
Stunning New Construction 2-Unit in the Heart of Booming Humboldt Park! Owner-occupants may qualify for up to a $20,000 grant through the Cook County Land Bank program, making this an incredible opportunity to own a luxury home while generating rental income. The ground-floor 2-bed / 2-bath unit is currently rented for $1,900 per month, helping offset your mortgage from day one. Above, the spectacular duplex-up lives like a single-family home with an ideal blend of modern luxury, thoughtful design, and expansive living space. The main level of the duplex features a sun-filled open-concept layout perfect for entertaining, complete with a designer kitchen showcasing quartz countertops, high-end stainless steel appliances, custom finishes, and enhanced foam insulation for added comfort and efficiency. A half bathroom on the main level adds convenience for guests and everyday living. Upstairs, retreat to an oversized luxury primary suite featuring two massive walk-in closets and a spa-inspired bathroom with both a soaking tub and a separate glass shower. Two additional spacious bedrooms and another full bath complete the upper level. Both units offer luxury vinyl flooring, in-unit laundry, and garage parking. Whether you're an investor or an owner-occupant looking to build wealth while living in style, this is a rare opportunity in one of Chicago's fastest-growing neighborhoods. Opportunities like this are hard to find - a brand-new construction property that combines luxury living, rental income, and potential grant assistance all in one of the city's most exciting and rapidly appreciating areas.
Courtesy: Baird & Warner
773-549-1855
Perfect opportunity for all buyers and investors! This multi-unit building in Rogers Park is on the market for the first time in nearly 40 years. The property features four units and a 3-car garage, offering excellent potential for both owner-occupants and investors. The spacious first-floor owner's unit does require updates but is fully habitable and is ideal for a live-in landlord seeking rental income. The second floor includes two 1BR/1BA units, along with a legal 1BR/1BA basement unit with its own private entrance. Hardwood floors run throughout the first and second-floor units. Updates include a newer boiler, water heater and updated circuit breakers. The owner currently pays for heat and cooking gas, while tenants are responsible for electricity (separate panels for each unit). Conveniently located near Loyola University, Clark Bus & Red Line, Metra, Clark Street shops and restaurants, and Lake Michigan. Trust sale and property conveyed as-is.
Chicago is located in Illinois. Chicago, Illinois has a population of 2,742,119. Chicago is less family-centric than the surrounding county with 27.11% of the households containing married families with children. The county average for households married with children is 29.73%.
The median household income in Chicago, Illinois is $65,781. The median household income for the surrounding county is $72,121 compared to the national median of $69,021. The median age of people living in Chicago is 35.1 years.
The average high temperature in July is 83.9 degrees, with an average low temperature in January of 19.2 degrees. The average rainfall is approximately 38.2 inches per year, with 35.1 inches of snow per year.
